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Holiday Rentals in Hilton Head, SC

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    Travellers to Hilton Head are booking March dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 21
    4.5 of 5 stars (11) Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    1 / 10
    5 of 5 stars (7) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    1 / 22
    4.5 of 5 stars (13) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 12
    5 of 5 stars (5) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    About this property
    This spacious 5 bedroom/6 bath home is just steps to the beach! The home offers guests a spacious living room with vaulted ceilings, family room, large kitchen and a spacious back yard with a deck that overlooks the pool which is great for cooking out. As you walk into the home there are stairs... View all property information
    Location Information
    Hilton Head, Coastal South Carolina
    1 / 10
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1409 Villamare is a large, beautiful 2 bedroom/2 bathroom villa located on the fourth level. This ocean view villa is located in building three and has ocean views from the living room and master bedroom. You have access to the balcony from the living room and the master bedroom. The living room... View all property information
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    Hilton Head, Coastal South Carolina
    1 / 22
    5 Bedrooms, 5 Bathrooms, Sleeps 18 | Quick View
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    About this property
    Brand new custom built 5th row ocean country cottage beach home. Come enjoy this stunning 5 bedroom, 5.5 bath Hilton Head Island treasure, nestled in a secluded cul-de-sac just 200 yards from the beautiful South Forest beach. The main floor is just an elevator ride away which leads to the open... View all property information
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    Hilton Head, Coastal South Carolina
    1 / 59
    4.5 of 5 stars (7) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    BOOK YOUR OFF SEASON VACATION NOW AT THE ONLY GREAT RESORT WITH INDOOR FACILITIES. VILLA WITH PRIVATE BALCONY, INDOOR POOL, SAUNA, HOT TUB, & RUNNING TRACK. This is a 2 bedroom 2 bath villa steps from the ocean with new furniture, appliances, carpeting, and newly renovated in fantastic resort... View all property information
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    Hilton Head, Coastal South Carolina
    1 / 15
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    5th FLOOR OCEANFRONT CONDO WITH A BALCONY VIEW THAT WILL ENTERTAIN YOU FOR HOURS, WITH IT'S COLORFUL SUNRISES & SUNSETS OVERLOOKING THE ATLANTIC OCEAN! <BR><BR> MASTER- KING SIZE BED / GUEST- 2 TWIN BEDS / LIVING ROOM LEATHER QUEEN SLEEPER SOFA / 2 BATHROOMS / NEAR 3 PGA GOLF COURSES /... View all property information
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    Hilton Head, Coastal South Carolina
    1 / 15
    4.5 of 5 stars (10) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    About this property
    This designer decorated non-smoking three bedroom penthouse villa is situated on the top two floors of Harbourside II, boasting over 2500 square feet of living space! Our Villa is one of the few exclusive, three bedroom units on the property including an oversized balcony overlooking beautiful... View all property information
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    Hilton Head, Coastal South Carolina
    1 / 32
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    258 Turnberry, Palmetto Dunes • 2 Bedrooms, 2 Baths • Bedding: 2 Kings, 2 Twins • Sleeps 6 • Ride to Beach • Townhouse • Complex Pool This two story townhome with loft is an added bonus – priced as a two bedroom, but almost a 3 bedroom condo! The L-shaped living/dining area offers a flat screen TV... View all property information
    Location Information
    Hilton Head, Coastal South Carolina
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    1 / 22
    6 Bedrooms, 8 Bathrooms, Sleeps 22 | Quick View
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    7 Iron Clad ~ Palmetto Dunes Fall Special! Now offering 20% off weekly Fall rentals (not including Thanksgiving holiday) and with your rental you will receive 1 free 7-night return visit in January or February 2017! Just pay the cleaning and car pass fees for the free week!... View all property information
    Location Information
    Hilton Head, Coastal South Carolina
    1 / 22
    4.5 of 5 stars (8) Very good
    6 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    31 S. Beach Lagoon ~ Sea Pines With one of the most beautiful locations on the Island, this 5 bedroom, 5 full and 3 half baths home will sleep 14-16 guests. This spectacular home was built with attention to every detail and over-the-top features that are simply a vacationer's dream.... View all property information
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    Hilton Head, Coastal South Carolina
    1 / 24
    4.5 of 5 stars (10) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    HILTON HEAD ISLAND VILLA. These villas are professionally decorated for a first class visit to remember. You'll find a spacious living and dining area, fully equipped kitchen, and wet bar. The master bath has a Jacuzzi tub in these 1, 2, 3, and 4 bedroom villas. Wonderful views of the Atlantic... View all property information
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    Hilton Head, Coastal South Carolina
    1 / 31
    5 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    About this property
    This 5 bedroom plus loft home with private *heated pool offers classic Hilton Head charm and stunning direct ocean front views. With 4 levels and abundant amenities this is the perfect house for your next family vacation! The lower level of the home has 2 bedrooms – one with a queen bed and 1 with... View all property information
    Location Information
    Hilton Head, Coastal South Carolina
    1 / 10
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    HILTON HEAD ISLAND. 6 steps lead to the entry of this beautiful 3,000 square foot home in prestigious Palmetto Dunes. You will find hardwood flooring throughout the living and dining areas. The living room has a sleeper sofa, TV/DVD, stereo and slider to a back deck with a grill and seating for up... View all property information
    Location Information
    Hilton Head, Coastal South Carolina
    1 / 22
    5 of 5 stars (15) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    13 Whistling Swan ~ Sea Pines 13 Whistling Swan is the oceanfront home you’ve dreamed about with your own private pool (which can be heated for an additional charge) and panoramic oceanfront views. This home makes an architectural statement with contemporary interior with neutral... View all property information
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    Hilton Head, Coastal South Carolina
    1 / 9
    4 of 5 stars (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    HILTON HEAD ISLAND. This updated three bedroom home is the perfect retreat for your next family vacation. Located in Sea Pines, it is just a short drive or bike ride to the beach. You will enter into a beautifully decorated living room, with leather sofa and large comfy chair and a flat screen TV;... View all property information
    Location Information
    Hilton Head, Coastal South Carolina
    1 / 11
    4.5 of 5 stars (7) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    15 Myrtle Lane is a beautiful South Forest Beach home, just minutes from the ocean! Stairs from the garage lead you to the sunny, open, recently redecorated main level of the home where you will find a fully appointed kitchen with bar seating for 4, table seating for 6 to 8 and balcony with... View all property information
    Location Information
    Hilton Head, Coastal South Carolina
    1 / 9
    4.5 of 5 stars (18) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    205 Windsor Place is a charming one bedroom/two bath condo with great ocean views. You will enjoy the spacious living room, open dining room and a fully equipped kitchen that looks out to the living areas. New granite counters and custom cabinetry enhance the cooking experience! The master bedroom... View all property information
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    Hilton Head, Coastal South Carolina
    1 / 9
    2 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Luxurious & spacious villa only 200 yards to the ocean, in the most exclusive location on Hilton head Island, inside the plantation & inside guarded security gates. The boardwalk is literally, directly across from your front door. It is such fun waking up in the morning and going for a bike ride... View all property information
    Location Information
    Hilton Head, Coastal South Carolina
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    1 / 24
    5 of 5 stars (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    > Great 4 Bedroom Home with 11 Mile Lagoon Views > Huge Outdoor Deck > Indoor Hot Tub > Easy walk to Fazio or Robert Trent Jones Golf > Easy walk to Tennis Center > Easy walk to the beach > Easy Walk to the general store and community pool PRICED RIGHT - August Weeks 10% Discount This wonderful... View all property information
    Location Information
    Hilton Head, Coastal South Carolina
    1 / 22
    4.5 of 5 stars (11) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Waterfront
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    • x
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    About this property
    Recently renovated, this 1 bedroom, 1 bath OCEANFRONT villa has everything you'll want for a perfect vacation. Enjoy a wonderful view of the ocean from your private balcony. Located on the 3rd floor this villa renovations include hardwood floors, new kitchen with granite counters, updated... View all property information
    Location Information
    Hilton Head, Coastal South Carolina
    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Ideal vacation villa for families, golfers, and the avid tennis player! Racquet Club Villas is located in the desirable, gated community of Sea Pines Plantation offering three professional golf courses, one of which is Harbour Town, home of the Heritage Golf Classic in April. In addition to the... View all property information
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    Hilton Head, Coastal South Carolina
    1 / 17
    6 Bedrooms, 6 Bathrooms, Sleeps 18 | Quick View
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    This gorgeous Sea Pines Plantation home offers the finest in furnishings and amenities. Upon entry you are greeted by a large great room with 2 story ceilings. The living room has floor to ceiling windows offering tons of natural light, a sleeper sofa, loveseat and comfy chair, with a large flat... View all property information
    Location Information
    Hilton Head, Coastal South Carolina
    1 / 22
    5 of 5 stars (7) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 11 | Quick View
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    20 Black Skimmer ~ Sea Pines 20 Black Skimmer is constructed with acute attention to detail and the highest quality materials in every aspect of the home. The home features 4 bedrooms and 4.5 baths for up to 11 guests and includes a large screened porch, gourmet kitchen, private... View all property information
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    Hilton Head, Coastal South Carolina
    1 / 24
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Walk to the beach from this newly updated 3 bedroom, 3 bath Sea Pines home on the 4th hole of the Ocean Course. New private *heated pool! Views of the golf course or lagoon from every window of this freshly updated home. The updates include new paint throughout, new furnishings, new bedding and new... View all property information
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    Hilton Head, Coastal South Carolina
    1 / 36
    6 Bedrooms, 6 Bathrooms, Sleeps 15 | Quick View
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    Corrine- 32 Corrine Lane, Singleton Beach • 6 bedrooms 6 baths • Bedding- 3 Kings, 1 Queen, 2 Twins, 2 Day Beds • Sleeps 15 • Elevated 2 story Home • Private Pool (Kidney-shaped) • Private pool heat available at additional charge- *gasheatlink* This new Charleston style vacation rental home with... View all property information
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    Hilton Head, Coastal South Carolina
    1 / 21
    5 of 5 stars (4) Excellent
    7 Bedrooms, 8 Bathrooms, Sleeps 18 | Quick View
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    38 Canvasback ~ Sea Pines We are excited to announce 38 Canvasback has been rebuilt from ground up into a magnificent 7-Bedroom oceanfront home that sleeps 18 guests! Designed by an award-winning local architect, the highlights of this gorgeous home include the kitchen, dining area... View all property information
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    Hilton Head, Coastal South Carolina
    1 / 9
    4 of 5 stars (2) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    The Sea Cloisters is one of Hilton Head Island's gems! It is a beautiful, ocean front complex with a private, gated entrance. It is located in the Folly Field area near Port Royal Plantation. It boasts the best Atlantic Ocean views on the Island! 507 Sea Cloisters is a three bedroom, three bath,... View all property information
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    Hilton Head, Coastal South Carolina
    1 / 22
    5 of 5 stars (10) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 13 | Quick View
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    2 Sprunt Pond ~ Sea Pines This spectacular Sea Pines home is just steps from the paved beach walk and located in a picturesque lagoon setting. The large private pool and spa overlook a scenic lagoon, as do the great room, the screened porch, and all of the bedrooms - in fact every... View all property information
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    Hilton Head, Coastal South Carolina
    1 / 18
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2 bed room, 2 bath fully equipped condo picture windows in all rooms vaulted ceiling overlooking lake<BR><BR>Private, wooded condo development with 2 pools 2 tennis courts and 2gas barbeques with cooking area in back yard at the end of a dead end street. Pool directly out front door. Pool has... View all property information
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    Hilton Head, Coastal South Carolina
    1 / 27
    5 of 5 stars (2) Excellent
    8 Bedrooms, 10 Bathrooms, Sleeps 24 | Quick View
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    HILTON HEAD ISLAND. Imagine your ideal vacation beach home—you’ve arrived at 10 Junket. This is the finest guest mansion on Hilton Head. The oversized antebellum styled front porch will remind you of Tara in Gone With the Wind. Perfect for extra large groups, it boasts eight bedrooms, all with... View all property information
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    Hilton Head, Coastal South Carolina
    1 / 22
    4.5 of 5 stars (13) Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 11 | Quick View
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    6 Dinghy ~ Palmetto Dunes This wonderful Palmetto Dunes beach home is on the walkway to the ocean and just 2nd row from the beach. One of the special features of this home is the extra large lot with beautifully landscaped pool area and multiple graciously furnished decks perfect for... View all property information
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    Hilton Head, Coastal South Carolina
    1 / 24
    6 Bedrooms, 4 Bathrooms, Sleeps 15 | Quick View
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    About this property
    This charming, 5 bedroom, 4.5 bathroom three story home is located in the most lovely area of Harbour Town. It sits between the Lighthouse and the 16th green of Harbourtown Links Golf Course, just off the 18th fairway and Calibogue Sound, in the very heart of Harbour Town. You won't find a more... View all property information
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    Hilton Head, Coastal South Carolina
    1 / 17
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Beautifully decorated 3rd floor ocean view villa located in the heart of Hilton Head Island. Just steps to the beach and walking distance to shops, restaurants and attractions. The villa features a fully equipped modern kitchen, a Mitsubishi split A/C system, and private balcony. Recently remodeled... View all property information
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    Hilton Head, Coastal South Carolina
    1 / 41
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    In the mood for a peaceful oceanside getaway? Escape to this beautiful Hilton Head Island vacation rental condo. Nestled in an unspoiled natural preserve area, this comfortable unit is steps from “Hidden Beach” and surrounded by luscious landscaping, wildlife, and stunning Atlantic ocean views.... View all property information
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    Hilton Head, Coastal South Carolina
    1 / 22
    5 of 5 stars (8) Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 18 | Quick View
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    7 Spotted Sandpiper ~ Sea Pines This 7 bedroom vacation home is the perfect blend of luxury and comfort. High end appointments, from the travertine tile floors to the custom cabinets, countertops and mouldings, are balanced with plush furniture, multiple living areas and an open... View all property information
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    Hilton Head, Coastal South Carolina
    1 / 25
    5 of 5 stars (1) Excellent
    7 Bedrooms, 9 Bathrooms, Sleeps 16 | Quick View
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    HILTON HEAD ISLAND. This newly renovated third row, designer decorated, seven bedroom, eight and one-half bathroom home is located on a large corner lot in Palmetto Dunes. This is a quiet low traffic street in an area of multi-million dollar homes and is just a short two minute walk to one of the... View all property information
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    Hilton Head, Coastal South Carolina
    1 / 27
    4.5 of 5 stars (7) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Relax and enjoy this laid back 3 bedroom, 3 bath Shipyard villa overlooking the 7th fairway of the Galleon Golf Course. 178 The Greens is a short walk or bike ride along a shaded walking path to the beautiful sandy beaches of Shipyard. No crossing any busy streets! This spacious villa was updated... View all property information
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    Hilton Head, Coastal South Carolina
    1 / 20
    4.5 of 5 stars (6) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Hot Tub
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    117 Island Club, Folly Field • 1 Bedroom, 1 1/2 Baths • Bedding: 1 King, 1 Sleeper Sofa • Sleeps 4 • 2nd floor Villa • Tennis on-site • Walk to Beach • Complex Pools This 1 bedroom second floor, end unit at Island Club features a lagoon view from your private patio. It is one of the larger 1... View all property information
    Location Information
    Hilton Head, Coastal South Carolina
    1 / 18
    4 of 5 stars (13) Very good
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
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    • Waterfront
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    • Balcony
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    UPDATED! 3/25/14. One bedroom condo with private balcony, full kitchen, ocean and pool view. This recently renovated Sea Side complex features an oceanfront sundeck & swing, two pools, washer and dryer on each floor, elevator access and covered parking with security. Come relax at the most... View all property information
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    Hilton Head, Coastal South Carolina
    1 / 16
    5 of 5 stars (15) Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
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    49 Mooring Buoy is a smashing near ocean home just steps to beach! Designer luxury home with panoramic views of 17th hole of Robert Trent Jones Golf Course! One of the only homes in Palmetto Dunes with views of the golf course and lagoon where you are not looking into anyone's back yard! Enjoy the... View all property information
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    Hilton Head, Coastal South Carolina
    1 / 12
    4.5 of 5 stars (3) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    You'll enjoy Spanish style charm in this four bedroom, three bath home located in the heart of Palmetto Dunes on Hilton Head Island. Remodeling bathrooms and kitchen for 2016 season! Just steps from the ocean, this home offers a swimming pool that receives plenty of Hilton Head sunshine with a... View all property information
    Location Information
    Hilton Head, Coastal South Carolina
    1 / 29
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
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    • Pet-friendly
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    • x
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    This 2nd row ocean home with private *heated pool will make you say WOW! 6 High Rigger was completely renovated and beautifully designed in the spring of 2016. All brand new furnishings have been installed and the final touches have been added! This beautiful home is ready for your memorable family... View all property information
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    Hilton Head, Coastal South Carolina
    1 / 20
    5 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    10 Heath is the perfect family vacation home with large open living spaces and incredibly spacious bedrooms! Walk into this beautiful house with an open floor plan featuring outstanding golf views of 1st, 2nd, 8th and 9th holes of the Fazio course. Framed by majestic oak trees and tropical palms,... View all property information
    Location Information
    Hilton Head, Coastal South Carolina
    1 / 24
    5 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    • Air Conditioning
    • Grill
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    • DVD Player
    • Private Outdoor...
    • Porch
    • Hot Tub
    • Satellite TV
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    • Pet-friendly
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    • x
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    About this property
    Location, location, location! This wonderful 5 bedroom, 5 bath, 4th row home with private *heated pool is just a 2 minute walk to the beach and the Sea Pines Beach Club. Convenient access to the beach path from the pool gate makes walking to the beach stress-free. Not only does this house have a... View all property information
    Location Information
    Hilton Head, Coastal South Carolina
    1 / 21
    5 of 5 stars (14) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Hot Tub
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    8 Woodbine Place ~ Sea Pines This charming Sea Pines home has a one-story floorplan with large living areas and a gourmet kitchen that would delight any chef. 8 Woodbine is the perfect home for your family vacation with 4 bedrooms, 5 baths, bedding for up to 10 guests, screen-covered... View all property information
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    Hilton Head, Coastal South Carolina
    1 / 13
    4 of 5 stars (2) Very good
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    128A- Hilton Head Beach & Tennis, Folly Field • 1 Bedroom, 1 Bath • Bedding: 1 Queen, 2 Bunks, Sleeper Sofa • Sleeps 6 • First Floor Villa • Balcony • Oceanfront Complex Pool • On-Site Tennis This first floor Hilton Head Beach & Tennis is great for a vacationing family on a budget! Upon entering... View all property information
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    Hilton Head, Coastal South Carolina
    1 / 26
    4.5 of 5 stars (8) Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
    • Grill
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This 5 bedroom, 4.5 bath home with *HEATED PRIVATE POOL has all the makings of a perfect vacation. This wonderful home is just 50 steps to the beach. When you enter the house you are immediately in the large open and spacious great room. This area encompasses the large kitchen, dining room and... View all property information
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    Hilton Head, Coastal South Carolina
    1 / 20
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Waterfront
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    437 Captains Walk, Palmetto Dunes • 2 Bedrooms 2 Baths • Bedding: 1 King, 2 Twins • Sleeps 4 • Oceanfront Villa • Beachfront Balcony • Oceanfront Complex Pool (Heated Seasonally - Check for exact dates) You'll feel like you can almost reach out and touch the beach from this second floor 2 bedroom,... View all property information
    Location Information
    Hilton Head, Coastal South Carolina